Windward Coast Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Windward Coast Vacation Homes

Perfect Family Beach House. Walk out gate to Amazing Beach.
Property grounds

Perfect Family Beach House. Walk out gate to Amazing Beach.

10.0 out of 10, Exceptional, (27)
"We had a great time, wonderful home, comfortable, relaxing, clean, and right next to the beach where we wanted to be in the quiet, quaint town of Wailua. It was the perfect “base camp” for all our adventures. "
Perfect Family Beach House. Walk out gate to Amazing Beach.
Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
On the beach

Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind

9.6 out of 10, Exceptional, (164)
"Our family had a wonderful time here.Thank you "
Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
North Shore Getaway w/ Ocean Views steps to Beaches and Surf
Interior

North Shore Getaway w/ Ocean Views steps to Beaches and Surf

10.0 out of 10, Exceptional, (17)
"Spent an amazing 7 days here with wife and 9 month old. Host was very responsive and went out of her way to make us feel welcome. Will absolutely stay here again if we come back to Oahu. "
North Shore Getaway w/ Ocean Views steps to Beaches and Surf
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Outdoor pool

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

9.6 out of 10, Exceptional, (202)
"The location was excellent and the unit was comfortable. We were disappointed as five adults to find that there were not really enough beds to accommodate us. One double bed, two singles, and sheets to cover a couch. Enjoyed our stay. "
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Interior

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

10.0 out of 10, Exceptional, (72)
"The house, location, amenities made this home a home away from home. The backyard is a family oasis for all ages and enough space to have some quiet time if needed. We hope to visit again soon!"
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Ocean View Home Near the Beach and the Golf Course in Secure Gated Community
Beach nearby

Ocean View Home Near the Beach and the Golf Course in Secure Gated Community

9.8 out of 10, Exceptional, (27)
"Very comfortable and clean home. Really enjoyed the night market at the golf course (it takes place only once a month and we were lucky). "
Ocean View Home Near the Beach and the Golf Course in Secure Gated Community
Kawela Kai 495:North Shore Beach Front---Relax & Unwind
On the beach

Kawela Kai 495:North Shore Beach Front---Relax & Unwind

9.4 out of 10, Exceptional, (171)
"we absolutely LOVED it!"
Kawela Kai 495:North Shore Beach Front---Relax & Unwind
Beachfront | Sunsets | Spa | Surf Spot
On the beach

Beachfront | Sunsets | Spa | Surf Spot

9.6 out of 10, Exceptional, (260)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved this place. Every detail was thought of in putting this place together. I wish I could live here."
Beachfront | Sunsets | Spa | Surf Spot
Ocean View Home for Family Fun Getaway Near Beach w/Hot Tub and Bbq Grill
Beach nearby

Ocean View Home for Family Fun Getaway Near Beach w/Hot Tub and Bbq Grill

9.2 out of 10, Wonderful, (13)
"This gem has the perfect view of the sky and overlooking the ocean! Safe and quiet with plenty of room to spare."
Ocean View Home for Family Fun Getaway Near Beach w/Hot Tub and Bbq Grill
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
On the beach

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!

9.8 out of 10, Exceptional, (117)
"Beautiful place to stay. As a family of seven it accommodated us comfortably. We also appreciated the little extras like the beach chairs and boogie boards. The view was amazing and we spent a lot of time out on the balcony. "
The price is CA $411
CA $1,078 total
includes taxes & fees
Aug 16 - Aug 17
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
Forest Views, Acreage, Fruit Trees, Beach~5m drive
Interior

Forest Views, Acreage, Fruit Trees, Beach~5m drive

9.6 out of 10, Exceptional, (49)
"The house placed into the forest makes it nice to stay on the island of Oahu. We enjoyed staying at this house in Haleiwa. "
Forest Views, Acreage, Fruit Trees, Beach~5m drive
Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
On the beach, beach towels

Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach

10.0 out of 10, Exceptional, (103)
"You can hear the surf 24 hours a day in every room in the house. The beach 40 feet from the house.It is close to Foodland, Ted’s and all of the great surfing spots and HaliwiaFor dinner restaurantsThe house is well constructed and nicely furnish."
Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
Custom Home 150' Semi-Private Sand Beach-Tween Waimea & Haleiwa
Terrace/patio

Custom Home 150' Semi-Private Sand Beach-Tween Waimea & Haleiwa

9.0 out of 10, Wonderful, (120)
"Location was great!!! Beautiful ocean front. The house could use a good cleaning and some maintenance."
Custom Home 150' Semi-Private Sand Beach-Tween Waimea & Haleiwa
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Fridge, microwave, oven, stovetop

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

10.0 out of 10, Exceptional, (50)
"Great proximity to Waikiki beach and beautiful views. "
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Hale Aloha Turtle ~ Bay Golf Course
3 bedrooms, desk, iron/ironing board, travel crib

Hale Aloha Turtle ~ Bay Golf Course

10.0 out of 10, Exceptional, (2)
"We arrived a little later than we hoped making it a bit more difficult to find our parking space and room but with a quick call to our host we were able to get to our spot and room without issues. Room was warm when we showed up but quickly cooled off with ac units. Rooms were great and the view was amazing. Even with unforeseen circumstances that arose our host provided assistance along the way. Thank you Eric! "
Hale Aloha Turtle ~ Bay Golf Course
The Best View in Waikiki, only steps away from the best beach in the world
On the beach, sun loungers, beach towels

The Best View in Waikiki, only steps away from the best beach in the world

9.8 out of 10, Exceptional, (136)
"Great location to walk around the waikiki area"
The Best View in Waikiki, only steps away from the best beach in the world
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
On the beach, beach towels

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.2 out of 10, Wonderful, (137)
"Our family enjoyed our stay at this lovely home. The location was perfect and the beach was fantastic. So nice to spend some time relaxing here. "
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Pono Pearl Villa | Beach Access + AC In Every Room
Beach nearby

Pono Pearl Villa | Beach Access + AC In Every Room

10.0 out of 10, Exceptional, (30)
"Our stay (6 adults, some working some on vacay) was really nice. Clean and spacious, good location, responsive caretaker. The beach is easy to access. Would choose this stay again."
Pono Pearl Villa | Beach Access + AC In Every Room
Ocean View Home in Gated Makaha Valley Near Beach w/Full Kitchen & Bbq Grill
Beach nearby

Ocean View Home in Gated Makaha Valley Near Beach w/Full Kitchen & Bbq Grill

10.0 out of 10, Exceptional, (12)
"Wonderful,"
Ocean View Home in Gated Makaha Valley Near Beach w/Full Kitchen & Bbq Grill
Directly Beachfront | Country Cottage
On the beach

Directly Beachfront | Country Cottage

8.8 out of 10, Excellent, (149)
"location is so relaxing"
Directly Beachfront | Country Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windward Coast Hotel Reviews

OUTRIGGER Waikiki Paradise Hotel

OUTRIGGER Waikiki Paradise Hotel

10/10 Excellent
"Nice peoperty and hospitable and good customer service."
Carlito 5-night trip
Posted 19 hours ago
OUTRIGGER Waikiki Paradise Hotel